For me it was:
Windows (for many years) -> Ubuntu (for a year) -> Arch Linux (for half a year) -> Void Linux (literally 2 days) -> Artix Linux with runit (a month) -> Gentoo Linux (another month) -> Debian (finally, I don’t plan on changing it).
Also, when trying to switch from Gentoo to Debian, I fucked up all my data with no backup.
What was your journey?
EDIT: Added Windows
I left OpenBSD reluctantly when I found that it wasn’t meeting my needs anymore. I needed an iPad Pro and an iPhone to fill in the missing functionality and they don’t play nice with OpenBSD for things like transferring files, photos, etc.
I’ve since converted the family to Debian stable. Backports and flatpak make it incredibly reliable. We can do everything from here and its well documented for every use case. Video chats, zoom conference calls, file sync/sharing, bluetooth music through Spotify, etc. Started with buster when it was the stable distro; jumped early to bullseye during the freeze; and now holding onto bookworm.